House vacation rentals in Randallstown

4.96 out of 5 average rating, 238 reviews

An open living space is featured with high ceilings and a modern design. Two comfortable blue chairs are positioned around a central area rug, while a white dining table sits in the corner. A mounted TV is visible on a light-colored media console, complemented by natural light from multiple windows.

Home in Timonium

* Gorgeous New House w/ Luxury, Charm, & Comfort *

Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, brand new house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

5 out of 5 average rating, 85 reviews

The single-story ranch home is set on a spacious lot adorned with a mix of grass and fallen leaves. Blue shutters frame the windows, and a welcoming front porch is furnished with several chairs. A two-car garage is visible to the left.

Home in Rock Hall

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water

In Town, Amazing Location on Walnut Street, Rock Hall Clean, Quiet & Beautiful Rancher, Large Fenced in Yard! 1 Bedroom (Queen) 1 Bedroom (Queen) Sun Room (Twin) Daybed Only 1 block from the Chesapeake Bay. Perfect for your weekend getaway or longer stay. Tastefully updated 2-bedroom, 1 bath ranch home. Located JUST one block from marinas, restaurants, Public Landing and Rock Hall Harbor. Three blocks from Ferry Park Beach. A beautiful and safe stroll or bike ride to Main Street (1.5 mile)

Superhost

A spacious waterfront house is shown surrounded by lush trees, with multiple balconies and large windows. A sandy area extends toward the water's edge, and smooth stones form a barrier along the shore, reflecting the natural beauty of the Chesapeake Bay.

Home in Shady Side

4.88 out of 5 average rating, 181 reviews

Cattail Landing- Photographer's Waterfront Retreat

Accepting 2025 bookings as of May 1st.... "Cattail Landing" Spring is here, with beautiful sunsets, new foliage on the trees, and our nest of Bald Eagles! Take our kayaks to explore, or go fishing off our landing. In the afternoon enjoy the magnificent sunsets, a drink on the deck, our outdoor hot tub and/or fireplace. A waterfront retreat on 2 acres in a spacious, charming house on the Western Shore of the Chesapeake Bay. Great for a couples getaway, family reunion, or work from home.

4.97 out of 5 average rating, 154 reviews

The exterior of a cozy blue and gray two-story house features red shutters and a welcoming front porch. A private driveway accommodates a vehicle beside a manicured garden bed with flowers. The entrance is framed by steps leading to a white railing, inviting guests inside.

Home in Hampden

Full house in “coolest neighborhood in America”

Small but cozy single family in Northern Baltimore, located in the very sought after Hampden neighborhood. 5 minute walk to “the Avenue” and 34th Street lights at Xmas. Directly across the street is a Walgreen’s, MOM’s Organic Market, gym, restaurants, UPS Store, etc. A private driveway, manicured back yard w/ hardscape, fire pit and tons of indoor amenities offer a convenient and relaxing stay in this quaint Baltimore hood. Cleaned by COVID-trained professionals after each reservation.

4.94 out of 5 average rating, 156 reviews

A two-story house features a combination of green and beige siding, with prominent large windows allowing ample natural light. A well-tended garden with colorful flowers borders the entryway, enhancing the home's curb appeal. A garage door is visible on the left side.

Home in Frederick

More Luxury = Gym + Entertainment + Best Location

High End Architecturally unique house for the area with large vault ceilings. Enjoy the walk-out deck for a barbecue with outside dinning or the personal gym formally owned by a female Olympic weightlifter. The house is located on a quiet court with direct access to all major highways, 270, 15, 340 and 70. The location is one of the nicest most convenient spots in Frederick, one block away and you can enjoy the Golden Mile of restaurants and shopping, yet the subdivision is quiet & peaceful.

4.88 out of 5 average rating, 100 reviews

A charming house with a sloped roof is framed by a large tree, casting a gentle shade on the manicured lawn. Bright autumn leaves contrast against the clear blue sky, while a pathway leads to the welcoming entrance.

Home in Deale

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Fabulous 4-5 bedroom 3-bath house with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views, & wildlife. Hidden but close to services. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

The front porch features a welcoming red door and blue Adirondack chairs. Stone steps lead to the porch, adorned with a large pot of yellow flowers and a matching red planter. White railings frame the porch, enhancing its charming appearance.

4.99 out of 5 average rating, 162 reviews

Charming house; walk to everywhere in Annapolis

Charming historic house, private and upscale, tucked away in the quiet President’s Hill neighborhood, located off West Street (Annapolis Arts District) with many restaurants. City Dock/Navy Stadium within walking distance. Free shuttle bus to downtown. Enjoy entire house, including front porch and back yard garden sanctuary with water pond. Peace and nature abound! House is fully stocked for cooking including all basics (spices, oil/vinegar), coffee/tea. You will feel at home here!

The exterior of a custom Craftsman home features a spacious front porch supported by wide columns. Wooden shingle siding and vibrant red trim are visible. The front yard is landscaped with green grass and bushes, while a wooden fence encloses the property.

4.92 out of 5 average rating, 127 reviews

Eastport Haven House

Welcome to our custom Craftsman in the exclusive Maritime Eastport section of Annapolis. Surrounded by the city's best restaurants ( Ruth's Chris, ChartHouse , Vin 909 and many many others )and home to some very famous neighbors it's one one of the most desirable locations in town. A short stroll across a quaint drawbridge and your downtown for shopping USNA . Very spacious home with 4 bedrooms 4 baths , parking for 4 cars and a pool table. Truly a million plus dollar property !

Superhost

A spacious bedroom features a large bed with a white quilted comforter and dark gray pillows. A wooden bench is positioned along one wall, and a small decorated tree stands nearby, providing soft lighting. The natural light enters through a large window with shades.

4.73 out of 5 average rating, 122 reviews

West Annapolis SuperHost!

Welcome! We are eager to continue providing our quests with an upgraded experience. This is a one story house! Best of AirBnb! Perfect location close to art and culture, the city center, and parks. Great house for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). One block from Navy Marine Corps Stadium!

4.96 out of 5 average rating, 112 reviews

The image displays a serene sunset over a calm river, with golden hues reflecting off the water's surface. Wooden posts stand along the edge of a deck, enhancing the tranquil atmosphere. Soft clouds are visible in the sky, creating a peaceful twilight scene.

Home in Stevensville

The Kent Island House

Gorgeous, life filled spaces with a combo of mid-century contemporary vibe. Beautiful art work! Everything is proved for a comfy stay: comfortable beds, guest bathrobes, super kitchen. Beautiful docks, decks, flowers, and very peaceful vibes. Catch the sunrises at the end of the street and sunsets on the dock are absolutely stunning and beautiful!

4.85 out of 5 average rating, 130 reviews

The exterior of a brick house is displayed, featuring green shutters and a chimney. The well-maintained yard includes blooming flowers and manicured bushes. A clear blue sky enhances the scene, providing a welcoming and relaxed atmosphere.

Home in Rock Hall

Pirates Perch

Rock Hall's most convenient vacation rental. Right on the parade route and walking distance to shops, ice cream, coffee, groceries and more! Sleeps 8 with 2 full baths. The master bedroom with full bath is on the 1st floor. Kitchen, dining room and living room. 3 TVs with WiFi internet. Off street parking for 3 full size vehicles.

An inviting front yard is presented, featuring a pathway of round stones leading to the entrance of a two-story guesthouse. Lush greenery is framed by ornamental plants and mulched beds, creating a serene outdoor setting surrounded by trees.